ChemicalBook > CAS DataBase List > Mirogabalin

Mirogabalin

Product Name
Mirogabalin
CAS No.
1138245-13-2
Chemical Name
Mirogabalin
Synonyms
Asapiprant;2-((1R,5S,6S)-6-(aminomethyl)-3-ethylbicyclo[3.2.0]hept-3-en-6-yl)acetic acid;DS5565;A200-0700;Milobarin;mirobalin;Miluobalin;Mirogabalin;Mirogabalin HCl;DS5565;A200-0700
CBNumber
CB23051612
Molecular Formula
C12H19NO2
Formula Weight
209.28
MOL File
1138245-13-2.mol
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Mirogabalin Property

Boiling point:
357.5±15.0 °C(Predicted)
Density 
1.104±0.06 g/cm3(Predicted)
storage temp. 
Store at -20°C
solubility 
DMF:0.5(Max Conc. mg/mL);2.39(Max Conc. mM)
Ethanol:1.25(Max Conc. mg/mL);5.97(Max Conc. mM)
PBS (pH 7.2):0.5(Max Conc. mg/mL);2.39(Max Conc. mM)
Water:5.36(Max Conc. mg/mL);25.61(Max Conc. mM)
form 
A crystalline solid
pka
4.65±0.10(Predicted)
InChI
InChI=1S/C12H19NO2/c1-2-8-3-9-5-12(7-13,6-11(14)15)10(9)4-8/h4,9-10H,2-3,5-7,13H2,1H3,(H,14,15)/t9-,10-,12-/m1/s1
InChIKey
FTBQORVNHOIASH-CKYFFXLPSA-N
SMILES
[C@]12([H])[C@]([H])([C@@](CN)(CC(O)=O)C1)C=C(CC)C2
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Cayman Chemical
Product number
22475
Product name
Mirogabalin
Purity
≥98%
Packaging
1mg
Price
$68
Updated
2024/03/01
Cayman Chemical
Product number
22475
Product name
Mirogabalin
Purity
≥98%
Packaging
5mg
Price
$152
Updated
2024/03/01
TRC
Product number
M364940
Product name
Mirogabalin
Packaging
1mg
Price
$140
Updated
2021/12/16
TRC
Product number
M364940
Product name
Mirogabalin
Packaging
2.5mg
Price
$305
Updated
2021/12/16
ChemScene
Product number
CS-6008
Product name
Mirogabalin
Purity
99.31%
Packaging
50mg
Price
$450
Updated
2021/12/16
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Mirogabalin Chemical Properties,Usage,Production

Description

Mirogabalin is a calcium channel blocker with analgesic effects. It binds to the α2δ-1 and α2δ-2 subunits of voltage-dependent Ca2+ channels. Mirogabalin has potent and sustained analgesic effects (ED50 = 2.5 mg/kg) in rats with diabetes induced by streptozotocin (STZ; ). Mirogabalin does not inhibit activities associated with CNS adverse effects of analgesics, such as rotarod performance (ID50 = 9.4 mg/kg) or locomotor activity (ID50 = 43.9 mg/kg), at its effective dose. Formulations containing mirogabalin are in clinical trials for diabetic peripheral neuropathic pain.

Uses

Mirogabalin is a two alpha2delta ligand which is investigated for the treatment of peripheral neuropathic pain, postherpetic neuralgia and fibromyalgia, showing promising results in patients with diabetic peripheral neuropathy.

brand name

Mirogabalin (brand name Tarlige; developmental code name DS-5565) is a gabapentinoid medication developed by Daiichi Sankyo.

Side effects

The most typical clinical adverse reactions of mirogabalin were dizziness (7.6%) and somnolence (5.1%). However, the occurrence rate was lower than with pregabalin, whose adverse effects were reported to include somnolence, balance disorder, fatigue, and peripheral edema, with an occurrence rate of 8.0%, 4.0%, 4.0%, and 4.0%, respectively[1].

Mode of action

Mirogabalin is an analog of the neurotransmitter, gamma-aminobutyric acid (GABA). It is a potent and specific ligand of the α2δ subunit of voltage-dependent Ca2+channels, which reduces calcium (Ca2+) influx and neurotransmission in dorsal root ganglia (DRGs), inhibiting neurotransmitter release in presynaptic neuron endings.

References

[1] Hui Tang. “The Clinical Application and Progress of Mirogabalin on Neuropathic Pain as a Novel Selective Gabapentinoids.” Mediators of Inflammation 2023 (2023): 4893436.

Mirogabalin Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Mirogabalin manufacturers

ShenZhen H&D Pharmaceutical Technology Co., LTD
Product
Mirogabalin 1138245-13-2
Price
US $0.00-0.00/mg
Min. Order
10mg
Purity
0.98
Supply Ability
10g
Release date
2024-04-07
Hebei Yanxi Chemical Co., Ltd.
Product
Mirogabalin 1138245-13-2
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
100tons
Release date
2023-08-16

1138245-13-2, MirogabalinRelated Search:


  • 2-((1R,5S,6S)-6-(aminomethyl)-3-ethylbicyclo[3.2.0]hept-3-en-6-yl)acetic acid
  • Mirogabalin
  • Asapiprant
  • [(1R,5S,6S)-6-(Aminomethyl)-3-ethylbicyclo[3.2.0]hept-3-en-6-yl]acetic acid
  • A200-0700
  • DS5565
  • DS5565;A200-0700
  • 2-[(1R,5S,6S)-6-(aminomethyl)-3-ethyl-6-bicyclo[3.2.0]hept-3-enyl]acetic acid
  • MIROGABALIN; DS-5565
  • DS 5565;DS-5565;DS5565
  • Bicyclo[3.2.0]hept-3-ene-6-acetic acid, 6-(aminomethyl)-3-ethyl-, (1R,5S,6S)-
  • Miluobalin
  • Mirogabalin HCl
  • Milobarin
  • Mirogabalin Impurity
  • mirobalin
  • Mirogabalin free base
  • 1138245-13-2
  • API
  • 1138245-13-2